CN104023701A - Cosmetic Composition Comprising 4-(3-Ethoxy-4-Hydroxyphenyl)-2-Butanone - Google Patents

Cosmetic Composition Comprising 4-(3-Ethoxy-4-Hydroxyphenyl)-2-Butanone Download PDF

Info

Publication number
CN104023701A
CN104023701A CN201280017136.2A CN201280017136A CN104023701A CN 104023701 A CN104023701 A CN 104023701A CN 201280017136 A CN201280017136 A CN 201280017136A CN 104023701 A CN104023701 A CN 104023701A
Authority
CN
China
Prior art keywords
weight
compositions
butanone
aforementioned
ethyoxyl
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Granted
Application number
CN201280017136.2A
Other languages
Chinese (zh)
Other versions
CN104023701B (en
Inventor
V·舍瓦利耶
S·瓦塔拉
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
LOreal SA
Original Assignee
LOreal SA
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by LOreal SA filed Critical LOreal SA
Publication of CN104023701A publication Critical patent/CN104023701A/en
Application granted granted Critical
Publication of CN104023701B publication Critical patent/CN104023701B/en
Active legal-status Critical Current
Anticipated expiration legal-status Critical

Links

Classifications

    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/35—Ketones, e.g. benzophenone
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/34—Alcohols
    • A61K8/347—Phenols
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/02—Cosmetics or similar toiletry preparations characterised by special physical form
    • A61K8/04—Dispersions; Emulsions
    • A61K8/06—Emulsions
    • A61K8/062—Oil-in-water emulsions
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/34—Alcohols
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/34—Alcohols
    • A61K8/345—Alcohols containing more than one hydroxy group
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/37—Esters of carboxylic acids
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/39—Derivatives containing from 2 to 10 oxyalkylene groups
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/49—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
    • A61K8/4973—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with oxygen as the only hetero atom
    • A61K8/498—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with oxygen as the only hetero atom having 6-membered rings or their condensed derivatives, e.g. coumarin
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P19/00—Drugs for skeletal disorders
    • A61P19/08—Drugs for skeletal disorders for bone diseases, e.g. rachitism, Paget's disease
    • A61P19/10—Drugs for skeletal disorders for bone diseases, e.g. rachitism, Paget's disease for osteoporosis
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q17/00—Barrier preparations; Preparations brought into direct contact with the skin for affording protection against external influences, e.g. sunlight, X-rays or other harmful rays, corrosive materials, bacteria or insect stings
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q19/00—Preparations for care of the skin
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q5/00—Preparations for care of the hair
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
    • A61K2800/10—General cosmetic use
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
    • A61K2800/40—Chemical, physico-chemical or functional or structural properties of particular ingredients
    • A61K2800/52—Stabilizers
    • A61K2800/524—Preservatives
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q17/00—Barrier preparations; Preparations brought into direct contact with the skin for affording protection against external influences, e.g. sunlight, X-rays or other harmful rays, corrosive materials, bacteria or insect stings
    • A61Q17/04—Topical preparations for affording protection against sunlight or other radiation; Topical sun tanning preparations
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q19/00—Preparations for care of the skin
    • A61Q19/10—Washing or bathing preparations

Landscapes

  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Veterinary Medicine (AREA)
  • Public Health (AREA)
  • General Health & Medical Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • Epidemiology (AREA)
  • Birds (AREA)
  • Emergency Medicine (AREA)
  • Physical Education & Sports Medicine (AREA)
  • Dermatology (AREA)
  • Chemical & Material Sciences (AREA)
  • Rheumatology (AREA)
  • Orthopedic Medicine & Surgery (AREA)
  • Medicinal Chemistry (AREA)
  • Pharmacology & Pharmacy (AREA)
  • General Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Engineering & Computer Science (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Organic Chemistry (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Dispersion Chemistry (AREA)
  • Cosmetics (AREA)

Abstract

The invention relates to a composition comprising, in a physiologically acceptable aqueous medium, 4-(3-ethoxy-4-hydroxyphenyl)-2-butanone and a solvent with solubility parameters in the Hansen solubility space such that 4.5 a d < 22. Use for caring for, making up and cleansing keratin materials.

Description

The cosmetic composition that contains 4-(3-ethyoxyl-4-hydroxy phenyl)-2-butanone
The present invention relates to the cosmetic composition that contains 4-(3-ethyoxyl-4-hydroxy phenyl)-2-butanone and a kind of specific organic solvent.
4-(3-ethyoxyl-4-hydroxy phenyl)-2-butanone is a kind of material of the useful antiseptic as cosmetic composition, prevents microbial contamination for the protection of compositions.
But this compound is solid form in room temperature, its atomic water-soluble or glycerol.
Now, be necessary that the form that this compound is mixed with to dissolving is to make full use of its activity, and preferably pass in time and keep, during its compositions of dissolving to avoid containing this compound in storage, any recrystallize occurs.
Say exactly, the object of the invention is to propose the new galenical formula of a kind of 4-(3-ethyoxyl-4-hydroxy phenyl)-2-butanone, it has overcome above-mentioned shortcoming, thereby this compound can be incorporated to the form of dissolving lastingly.
Particularly, the inventor finds unexpectedly, the combination of 4-(3-ethyoxyl-4-hydroxy phenyl)-2-butanone and at least one specific organic solvent can make this compound dissolution, avoids its recrystallize simultaneously, particularly stores after 2 months in room temperature (25 DEG C).
More precisely, a theme of the present invention is a kind of compositions, particularly a kind of cosmetic composition, said composition contains the 4-in acceptable aqueous medium on physiology (3-ethyoxyl 4-hydroxy phenyl)-2-butanone and organic solvent, this organic solvent has as the solubility parameter of Hansen solubility space of giving a definition, and described solubility parameter makes 14.5< δ a<30 and 15< δ d<22.
Further theme of the present invention is the method for non-therapeutic cosmetic treatment keratin substances, comprises to described keratin substances and applies compositions as the aforementioned.The method can be the cosmetic method of nursing, cosmetic or clean keratin substances.
As below pointed out, 4-(3-ethyoxyl-4-hydroxy phenyl)-2-butanone is advantageously present in according in compositions of the present invention with the form of dissolving.
The compound that 4-(3-ethyoxyl 4-hydroxy phenyl)-2-butanone is following formula:
Compound 4-(3-ethyoxyl-4-hydroxy phenyl)-2-butanone can be with respect to composition total weight 0.01 % by weight to 10 % by weight content range, more preferably 0.1 % by weight to 7 % by weight, 0.5 % by weight to 7 % by weight, 0.75 % by weight to 5 % by weight, and preferably 1 % by weight to 5 % by weight is present in according in compositions of the present invention.
At least one solvent that compositions according to the present invention contains effective dose, this solvent has the solubility parameter of Hansen solubility space, and solubility parameter makes 14.5< δ a<30 and 15< δ d<22.
According to the total solubility parameter δ of Hansen solubility space, " Polymer Handbook " the 3rd edition, VII chapter, defines with following equation in the article " Solubility parameter values " of 519-559 page Eric A.Grulke:
δ=(δ 2=δ d 2+δ p 2+δ h 2) 1/2
Wherein:
-δ drepresentative is formed and the London dispersion force that produces by induced dipole in molecular collision process,
-δ prepresent the Debye interaction force between permanent dipole, and
-δ hrepresent specific interaction force (such as hydrogen bond, acid/alkali, donor/acceptor etc.).In the three-dimensional solubility space of Hansen, the definition of solvent is described in article " The three dimensional solubility parameters " the J.Paint Technol.39 of C.M.Hansen, in 105 (1967).
Parameter δ adefine by following relationship: δ a 2=δ p 2+ δ h 2=δ 2-δ d 2
Parameter δ d, δ p, δ hand δ awith (J/cm 3) 1/2represent.
Preferably, the solubility parameter that organic solvent has makes 14.5< δ a<28 and 15< δ d<20.
Organic solvent that can choice for use according to the present invention is ethanol (δ a=20.20; δ d=15.10), 1,2-PD (δ a=25.00; δ d=16.00), 1,3-PD (δ a=26.32; δ d=18.00), PEG-8 (containing the Polyethylene Glycol of 8 ethylene glycol unit) (δ a=14.80; δ d=17.90), propylene carbonate (δ a=18.46; δ d=20.00), dipropylene glycol (δ a=19.48; δ d=16.20) 1,2-hexanediol (δ a=19.20; δ d=16.40) and PEG-4 (containing the Polyethylene Glycol of 4 ethylene glycol unit) (δ a=18.60; δ d=18.00).
Preferably, organic solvent is selected from ethanol, 1,2-PD, 1,3-PD, PEG-8 and propylene carbonate.
Solvent is with respect to composition total weight 0.05 % by weight to 30 % by weight, more preferably 0.05 % by weight to 10 % by weight, and preferably 0.1 % by weight to 5 % by weight, and preferably the content of 0.1 % by weight to 2.5 % by weight is present in according in compositions of the present invention.
According to an embodiment, according to organic solvent of the present invention and 4-(3-ethyoxyl-4-hydroxy phenyl)-2-butanone (being called as compound) to be less than or equal to 10, particularly be less than or equal to 5, be less than or equal to 4 better, particularly 0.5 to 4, and preferably 0.5 to 1.5 solvent/compound quality than existing.
Compositions according to the present invention contains the upper acceptable medium of physiology, namely this medium and human keratin materials, and as skin, scalp, hair and fingernail are compatible.
It can be the form of aqueous solution, water-alcohol solution, oil-in-water (O/W) emulsion, Water-In-Oil (W/O) emulsion or multiple emulsion (triple: W/O/W or O/W/O) or aqueous gel according to compositions of the present invention.Can prepare these compositionss according to conventional method.
Said composition can contain at least one oil.As the oil that can be used, the example that can mention comprises:
Hydrocarbon-the base oil of-plant origin, such as the liquid triglycerides of the fatty acid containing 4 to 10 carbon atoms, for example enanthic acid or sad triglyceride, or be, for example, sunflower oil, Semen Maydis oil, soybean oil, calaba oil (marrow oil), Oleum Vitis viniferae, sesame seed oil, hazelnut oil, almond oil, macadimia nut oil (macadamia oil), I draws oil (arara oil), Oleum Ricini, American Avocado Tree oil, caprylic/capric triglyceride, for example, by Stearineries Dubois company sell those or by Dynamit Nobel company with title Miglyol810, those of 812 and 818 sale, Jojoba oil, Butyrospermum fatty oil,
Ester and the ether of-synthetic ester and ether, particularly fatty acid, for example, formula R 1cOOR 2and R 1oR 2oil, wherein R 1represent fatty acid residue and R containing 8 to 29 carbon atoms 2represent containing the branching of 3 to 30 carbon atoms or hydrocarbon-Ji chain of non-branching, for example, Purcellin oil, the different nonyl ester of different n-nonanoic acid, isopropyl myristate, Palmic acid 2-ethylhexyl ester, stearic acid-2-octyl group dodecyl ester, erucic acid-2-octyl group dodecyl ester (2-octyldodecyl erucate), isostearic acid iso stearyl ester; Hydroxylated ester, the different stearyl ester of for example lactic acid, octyl hydroxystearate, hydroxy stearic acid octyl group dodecyl ester, the different stearyl ester of malic acid two or the different cetyl of citric acid three; Heptanoate, caprylate or the decanoin of fatty alcohol; The ester of polyhydric alcohol, for example propylene glycol dicaprylate, neopentyl glycol two heptanoates and the different pelargonate of diethylene glycol two; And pentaerythritol ester, for example pentaerythritol tetraoctyl stearate;
The straight chain in-mineral or synthetic source or the hydrocarbon of branching, such as liquid paraffin and its derivant, vaseline, poly decene and the Parleam of volatility or fixedness such as Parleam oil;
-for example, containing the fatty alcohol of 8 to 26 carbon atoms, spermol, stearyl alcohol and their mixture (16/octadecanol), octyldodecanol, 2-butyl capryl alcohol, 2-hexyldecanol, 2-undecyl undecyl pentadecanol, oleyl alcohol or sub-oleyl alcohol;
-silicone oil, for example, volatility or the nonvolatile polymethyl siloxane (PDMS) with straight chain or cyclic organic (silicone) chain, it is at room temperature that liquid or pastel, particularly Cyclomethicone (cyclomethicones) are such as ring six siloxanes; The polydimethylsiloxane that contains alkyl, alkoxyl or phenyl, its side extension or the end at organosilicon chain, these groups are containing 2 to 24 carbon atoms; Phenyl organosilicon, the poly-trimethicone of for example phenyl, phenyl polydimethylsiloxane, phenyl trimethylsiloxy base diphenyl siloxane, diphenyl polydimethylsiloxane, diphenyl methyl diphenyl trisiloxanes or 2-phenylethyl trimethylsiloxy esters of silicon acis, and PSI;
-their mixture.
In above-mentioned listed oil, term " hydrocarbon-base oil " refers to any oil that mainly comprises carbon atom and hydrogen atom, also may comprise ester, ether, fluoro, carboxylic acid and/or alcohol groups.
Can contain according to compositions of the present invention the material that under room temperature, (25 DEG C) are solid, for example, for example, containing the fatty acid of 8 to 30 carbon atoms, stearic acid, lauric acid, Palmic acid and oleic acid; Wax, for example, lanolin wax, Cera Flava, Brazil wax or candelilla wax, paraffin, microwax, ceresin (ceresin) or ceresine (ozokerite), and synthetic wax, for example Tissuemat E and fischer-tropsch wax.
These fatty materials can be selected in a different manner by those skilled in the art, thereby preparation has required character for example with regard to the compositions of denseness or quality.
According to specific embodiment of the invention scheme, be Water-In-Oil or O/w emulsion according to compositions of the present invention.The oil phase ratio of emulsion can be 5 % by weight to 80 % by weight of described composition total weight, preferred 5 % by weight to 50 % by weight.
Emulsion usually contains at least one emulsifying agent, and it is especially selected from both sexes, anion, cation and nonionic emulsifier, uses separately or uses as mixture, and optionally containing co-emulsifier.Emulsifying agent is selected suitably according to the emulsion (W/O or O/W) that will obtain.Emulsifying agent and co-emulsifier usually taking with respect to composition total weight as 0.3 % by weight to 30 % by weight, preferably the ratio of 0.5 % by weight to 20 % by weight is present in compositions.
For W/O emulsion, the example of the emulsifying agent that can be mentioned comprises dimethicone copolyol (dimethicone copolyol), such as the Cyclomethicone of being sold with trade name DC5225C by Dow Corning company and the mixture of dimethicone copolyol, with alkyl dimethicone copolyol such as by Dow Corning company with title Dow Corning5200Formulation Aid sell lauryl dimethicone copolyol, and by Goldschmidt company with title Abil EM the cetyl dimethicone copolyol that sells.The crosslinked elastomer SOLID ORGANIC polysiloxanes that comprises at least one oxyalkylene group, such as obtain according to the embodiment program of the embodiment 3,4 and 8 of patent US-A-5 412 004 and patent US-A-5811 487 those, the particularly product of the embodiment 3 (synthetic example) of patent US-A-5 412 004, such as by Shin-Etsu company with label KSG21 product sold, also can be used as the surfactant of W/O emulsion.
For O/W emulsion, the example of the emulsifying agent that can mention comprises the fatty acid glyceride of nonionic emulsifier such as oxidation alkylene (more especially polyoxyethylene); The sorbitan fatty ester of oxidation alkylene; The fatty acid ester of oxidation alkylene (oxyethylation and/or oxypropylation); The fatty alkyl ether of oxidation alkylene (oxyethylation and/or oxypropylation); Sugar ester is such as sucrose stearate; And composition thereof, such as the mixture of tristerin and PEG-40 stearate (polyglycol distearate that contains 40 ethylene glycol unit).
Described compositions can be aqueous gel, and can especially comprise conventional aquosity gel agent.
In known manner, also can comprise auxiliary agent conventional in cosmetics or dermatological according to compositions of the present invention, such as gellant, film forming polymer, antiseptic, aromatic, filler, UV-sunscreen, antibacterial, odour absorbents, dyestuff, plant extract, cosmetic or dermatological activating agent and salt.The amount of these various auxiliary agents is conventional those in the field of considering, approximately 0.01% to 20% of for example composition total weight.
The present invention is described in more detail in following embodiment.The amount of each component represents with percentage by weight.
embodiment 1:solubility test
Test solvent is poured in beaker, under magnetic agitation, added a certain amount of compound 4-(3-ethyoxyl-4-hydroxy phenyl)-2-butanone, mixture is left standstill to 1 hour to 24 hours.Then this mixture is heated to 50 DEG C, is then cooled to room temperature (25 DEG C) and exceedes 24 hours.Then observe compound amount recrystallize or maintenance dissolving that whether this system is introduced.
Measure the amount that can be dissolved in the compound in test solvent by this kind of method.Maximum is corresponding to such amount, be greater than under this amount, described ester compounds stops being dissolved in evaluated solvent.
The result obtaining in the solvent being evaluated at some is as follows:
Solvent The degree (% by weight) of dissolving
Water <1
Glycerol 1
Ethanol >20
1,2-PD >20
1,3-PD >20
PEG-8 >20
Propylene carbonate >20
Therefore find, 4-(3-ethyoxyl-4-hydroxy phenyl)-2-butanone is dissolved in ethanol, 1,2-PD, 1,3-PD, PEG-8 and propylene carbonate very satisfactorily, is very marginally dissolved in glycerol.
embodiment 2:
Preparation has the face nursing care cream (O/w emulsion) of following composition:
Said composition is stablized and homogenizing after 2 months 45 DEG C of storages.
embodiment 3:oil-in-water (O/W) emulsion of elaiosome form
Preparation has the sunscreen cream of following composition:
phase A:
phase B:
phase C:
-water 15
-CVP Carbopol ETD2050 (the Synthalen K of 3V) 0.3
-triethanolamine 0.3
phase D:
-water 6
-xanthan gum (the Rhodicare XC of Rhodia) 0.2
phase E:
The aluminum salt (the Dry Flo Plus28-1160 of National Starch) 3 of the corn starch of-use octenyl succinic acid anhydride esterification
phase F:
PEG-12 polydimethylsiloxane (Silsoft880 of Momentive Performance Materials) 0.5
Phase A is heated between 80 DEG C to 85 DEG C.
Heating phase B, until all complete meltings of fatty material (approximately 85 DEG C).
Under vigorous stirring, fast phase A is added in phase B.Then emulsion is carried out to high pressure homogenize.Finally add phase C to F.
The emulsion obtaining is the form of elaiosome.45 DEG C of storages, after 2 months, this preparaton is stablized and homogenizing.
embodiment 4:
Preparation has the bath gels of following composition:

Claims (8)

1. compositions, it contains in acceptable aqueous medium on physiology: 4-(3-ethyoxyl-4-hydroxy phenyl)-2-butanone and have the organic solvent of solubility parameter of Hansen solubility space, described solubility parameter makes 14.5< δ a<30 and 15< δ d<22.
2. according to the compositions of aforementioned claim, it is characterized in that described organic solvent is selected from ethanol, 1,2-propylene glycol, 1, ammediol, PEG-8 (containing the Polyethylene Glycol of 8 ethylene glycol unit), propylene carbonate, dipropylene glycol, 1,2-hexanediol and PEG-4 (containing the Polyethylene Glycol of 4 ethylene glycol unit).
3. according to the compositions of aforementioned claim any one, it is characterized in that described organic solvent is selected from ethanol, 1,2-PD, 1,3-PD, PEG-8 and propylene carbonate.
4. according to the compositions of any one in aforementioned claim, it is characterized in that described organic solvent is with respect to composition total weight 0.05 % by weight to 30 % by weight, better 0.05 % by weight to 10 % by weight, preferably 0.1 % by weight to 5 % by weight, and preferably the content of 0.1 % by weight to 2.5 % by weight exists.
5. according to the compositions of any one in aforementioned claim, it is characterized in that described 4-(3-ethyoxyl-4-hydroxy phenyl)-2-butanone is with respect to composition total weight 0.01 % by weight to 10 % by weight, better 0.1 % by weight to 7 % by weight, 0.5 % by weight to 7 % by weight, 0.75 % by weight to 5 % by weight, and preferably the content of 1 % by weight to 5 % by weight exists.
6. according to the compositions of any one in aforementioned claim, it is characterized in that described organic solvent and 4-(3-ethyoxyl-4-hydroxy phenyl)-2-butanone is to be less than or equal to 10, better be less than or equal to 5, be less than or equal to 4, especially 0.5 to 4, and preferably solvent/4-of 0.5 to 1.5 (3-ethyoxyl-4-hydroxy phenyl)-2-butanone mass ratio exists.
7. according to the compositions of any one in aforementioned claim, it is characterized in that said composition is Water-In-Oil or O/w emulsion, is preferably the form of O/w emulsion.
8. for nursing and/or making up and/or the non-therapeutic cosmetic treatment method of clean keratin substances, comprise to described keratin substances and apply compositions in any one of the preceding claims wherein.
CN201280017136.2A 2011-04-01 2012-03-29 Cosmetic Composition Comprising 4-(3-Ethoxy-4-Hydroxyphenyl)-2-Butanone Active CN104023701B (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
FR1152787A FR2973227B1 (en) 2011-04-01 2011-04-01 COSMETIC COMPOSITION COMPRISING 4- (3-ETHOXY-4-HYDROXYPHENYL) BUTAN-2-ONE
FR1152787 2011-04-01
PCT/EP2012/055657 WO2012130953A1 (en) 2011-04-01 2012-03-29 Cosmetic composition comprising 4-(3-ethoxy-4-hydroxyphenyl)-2-butanone

Publications (2)

Publication Number Publication Date
CN104023701A true CN104023701A (en) 2014-09-03
CN104023701B CN104023701B (en) 2017-04-26

Family

ID=44549556

Family Applications (1)

Application Number Title Priority Date Filing Date
CN201280017136.2A Active CN104023701B (en) 2011-04-01 2012-03-29 Cosmetic Composition Comprising 4-(3-Ethoxy-4-Hydroxyphenyl)-2-Butanone

Country Status (12)

Country Link
US (2) US20140057991A1 (en)
EP (1) EP2694024B1 (en)
JP (1) JP5960244B2 (en)
KR (2) KR20190092575A (en)
CN (1) CN104023701B (en)
BR (1) BR112013025121B1 (en)
ES (1) ES2587866T3 (en)
FR (1) FR2973227B1 (en)
PL (1) PL2694024T3 (en)
PT (1) PT2694024T (en)
RU (1) RU2589827C2 (en)
WO (1) WO2012130953A1 (en)

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN109414383A (en) * 2016-06-30 2019-03-01 莱雅公司 Liquid mixture containing 4- (3- ethyoxyl -4- hydroxyphenyl) butyl- 2- ketone and Xanthine compounds
CN111031795A (en) * 2017-06-30 2020-04-17 莱雅公司 Antimicrobial mixture containing 4- (3-ethoxy-4-hydroxyphenyl) butan-2-one and glycol, and cosmetic composition containing the same
CN111050554A (en) * 2017-06-30 2020-04-21 莱雅公司 Antimicrobial mixture containing 4- (3-ethoxy-4-hydroxyphenyl) butan-2-one and cosmetic composition containing the same
CN111417307A (en) * 2017-06-30 2020-07-14 莱雅公司 Antimicrobial mixture and cosmetic composition containing the same
CN113163758A (en) * 2018-12-20 2021-07-23 莱雅公司 Antimicrobial mixture containing 4- (3-ethoxy-4-hydroxyphenyl) butan-2-one and alcohol compound and cosmetic composition containing the same

Families Citing this family (15)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2973226B1 (en) 2011-04-01 2013-03-29 Oreal USE OF (ETHOXY-HYDROXYPHENYL) ALKYLCETONE OR ETHOXYHYDROXYALKYLPHENOL COMPOUNDS FOR TREATING FAT SKIN
ES2941479T3 (en) * 2012-06-15 2023-05-23 Symrise Ag Compositions comprising agents that promote hyaluronan biosynthesis
US11000046B2 (en) * 2012-12-27 2021-05-11 Jean-Claude Method for manufacturing an oil-in-water emulsion from an oily active substance, for cosmetic, food, or pharmaceutical use
FR3053333B1 (en) 2016-06-30 2018-07-27 L'oreal LIQUID MIXTURE CONTAINING 4- (3-ETHOXY-4-HYDROXYPHENYL) BUTAN-2-ONE AND COMBINATION OF NIACINAMIDE, AND COSMETIC COMPOSITION CONTAINING THE SAME
KR102216462B1 (en) * 2016-12-22 2021-02-16 로레알 Preservatives comprising 4-(3-ethoxy-4-hydroxyphenyl)-2-butanone, and use thereof in cosmetic compositions
FR3068209B1 (en) * 2017-06-30 2019-07-26 L'oreal ANTIMICROBIAL MIXTURE CONTAINING 4- (3-ETHOXY-4-HYDROXYPHENYL) BUTAN-2-ONE AND 1,3-PROPANEDIOL, AND COSMETIC COMPOSITION CONTAINING SAME
EP3644737B1 (en) * 2017-06-30 2021-04-14 L'Oreal Antimicrobial mixture containing 4-(3-ethoxy-4-hydroxyphenyl)butan-2-one and cosmetic composition containing same
FR3068218B1 (en) * 2017-06-30 2019-08-16 L'oreal ANTIMICROBIAL MIXTURE CONTAINING 4- (3-ETHOXY-4-HYDROXYPHENYL) BUTAN-2-ONE AND CHLORPHENESINE, AND COSMETIC COMPOSITION CONTAINING SAME
JP7170675B2 (en) * 2017-06-30 2022-11-14 ロレアル Antibacterial mixture containing 4-(3-ethoxy-4-hydroxyphenyl)butan-2-one and organic acid compound, and cosmetic composition containing same
FR3072568B1 (en) * 2017-10-25 2019-09-27 L'oreal BIPHASE COSMETIC COMPOSITION COMPRISING 4- (3-ALCOXY-4-HYDROXYPHENYL) ALKYLCETONE
FR3089971B1 (en) 2018-12-18 2021-01-01 Oreal Use of a 4- (3-ethoxy-4 hydroxyphenyl) alkyl ketone compound in the treatment of water
FR3090323A1 (en) * 2018-12-21 2020-06-26 L'oreal Antimicrobial mixture containing 4- (3-ethoxy-4-hydroxyphenyl) butan-2-one and an acidic or silver-based compound, and composition containing it
FR3103677B1 (en) 2019-11-28 2022-05-27 Oreal Use of a compound of the 4-(3-ethoxy-4 hydroxyphenyl) alkyl ketone type against bacteria of the Burkholderia cepacia complex
FR3103678B1 (en) * 2019-12-03 2022-07-01 Oreal Composition containing 4-(3-ethoxy-4-hydroxyphenyl)butan-2-one, a preservative and/or antioxidant, a surfactant, and a polymer, the process for treating keratin materials from the composition
WO2024083610A1 (en) * 2022-10-20 2024-04-25 Basell Poliolefine Italia S.R.L. Polypropylene composition with good sealing properties

Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2002053408A (en) * 2000-08-08 2002-02-19 Nissan Chem Ind Ltd Industrial antibacterial mildewproofing agent, algicide and antifouling agent containing catechol derivative
JP2003206239A (en) * 2001-12-28 2003-07-22 Lion Corp Warming composition and external agent composition
CN1513436A (en) * 2003-04-18 2004-07-21 美晨集团股份有限公司 Dandruff eliminating ginger type shampoo
CN102574761A (en) * 2009-10-01 2012-07-11 莱雅公司 Use of vanillin derivatives as a preservative, preservation method, compounds, and composition

Family Cites Families (14)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0334967B1 (en) * 1987-10-06 1993-08-11 TSUMURA &amp; CO. Keratosis-treating agent
EP0545002A1 (en) 1991-11-21 1993-06-09 Kose Corporation Silicone polymer, paste-like composition and water-in-oil type cosmetic composition comprising the same
US5811487A (en) 1996-12-16 1998-09-22 Dow Corning Corporation Thickening silicones with elastomeric silicone polyethers
EP1156814B1 (en) * 1999-03-03 2003-09-10 Eurovita A/S Pharmaceuticals, dietary supplements and cosmetic compositions comprising a fatty acid and ginger
FR2806622B1 (en) 2000-03-24 2004-01-02 Oreal COSMETIC COMPOSITION INCLUDING AT LEAST ONE NON POLYMERIC CRYSTALLINE SALT
US20040156799A1 (en) * 2002-06-04 2004-08-12 Zigang Dong Cancer treatment method and compositions
EA011947B1 (en) * 2003-03-27 2009-06-30 Медасани Мунисекхар Medicinal and cosmetic composition for the treatment of allergic and immunologic skin disorders
JP5464778B2 (en) * 2006-03-10 2014-04-09 花王株式会社 Hair cosmetics
WO2007113855A1 (en) * 2006-03-30 2007-10-11 Council Of Scientific & Industrial Research A bioactive fraction from zingiber officinale and a process for the preparation thereof
WO2008080980A1 (en) * 2006-12-29 2008-07-10 Patrick Franke Medicinal composition for treating animal skin comprising a wound healing agent and a deterrent
US20100099766A1 (en) 2008-10-16 2010-04-22 Novartis Ag Topical NSAID compositions having sensate component
WO2011034263A1 (en) 2009-09-18 2011-03-24 한국과학기술원 Method for predicting a drug target in pathogenic microorganisms using an essential metabolite
FR2951079B1 (en) * 2009-10-08 2012-04-20 Oreal PHOTOPROTECTIVE COMPOSITION BASED ON 2-ALCOXY-4-ALKYLCETONE PHENOL COMPOUND; USE OF SAID COMPOUND TO INCREASE THE SOLAR PROTECTION FACTOR
DE102009055917A1 (en) * 2009-11-27 2011-06-01 Beiersdorf Ag Use of Zingeron against aging skin

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2002053408A (en) * 2000-08-08 2002-02-19 Nissan Chem Ind Ltd Industrial antibacterial mildewproofing agent, algicide and antifouling agent containing catechol derivative
JP2003206239A (en) * 2001-12-28 2003-07-22 Lion Corp Warming composition and external agent composition
CN1513436A (en) * 2003-04-18 2004-07-21 美晨集团股份有限公司 Dandruff eliminating ginger type shampoo
CN102574761A (en) * 2009-10-01 2012-07-11 莱雅公司 Use of vanillin derivatives as a preservative, preservation method, compounds, and composition

Cited By (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN109414383A (en) * 2016-06-30 2019-03-01 莱雅公司 Liquid mixture containing 4- (3- ethyoxyl -4- hydroxyphenyl) butyl- 2- ketone and Xanthine compounds
CN109414383B (en) * 2016-06-30 2021-12-14 莱雅公司 Liquid mixture containing 4- (3-ethoxy-4-hydroxyphenyl) butan-2-one and xanthine compound
CN111031795A (en) * 2017-06-30 2020-04-17 莱雅公司 Antimicrobial mixture containing 4- (3-ethoxy-4-hydroxyphenyl) butan-2-one and glycol, and cosmetic composition containing the same
CN111050554A (en) * 2017-06-30 2020-04-21 莱雅公司 Antimicrobial mixture containing 4- (3-ethoxy-4-hydroxyphenyl) butan-2-one and cosmetic composition containing the same
CN111417307A (en) * 2017-06-30 2020-07-14 莱雅公司 Antimicrobial mixture and cosmetic composition containing the same
CN111031795B (en) * 2017-06-30 2021-11-23 莱雅公司 Antimicrobial mixture containing 4- (3-ethoxy-4-hydroxyphenyl) butan-2-one and glycol, and cosmetic composition containing the same
CN111050554B (en) * 2017-06-30 2021-12-10 莱雅公司 Antimicrobial mixture containing 4- (3-ethoxy-4-hydroxyphenyl) butan-2-one and cosmetic composition containing the same
CN113163758A (en) * 2018-12-20 2021-07-23 莱雅公司 Antimicrobial mixture containing 4- (3-ethoxy-4-hydroxyphenyl) butan-2-one and alcohol compound and cosmetic composition containing the same
CN113163758B (en) * 2018-12-20 2022-11-11 莱雅公司 Antimicrobial mixture containing 4- (3-ethoxy-4-hydroxyphenyl) butan-2-one and alcohol compound and cosmetic composition containing the same

Also Published As

Publication number Publication date
KR20140019424A (en) 2014-02-14
RU2013148784A (en) 2015-05-10
US20200405604A1 (en) 2020-12-31
FR2973227B1 (en) 2014-08-08
US20140057991A1 (en) 2014-02-27
PT2694024T (en) 2016-07-14
WO2012130953A1 (en) 2012-10-04
JP5960244B2 (en) 2016-08-02
EP2694024B1 (en) 2016-05-18
ES2587866T3 (en) 2016-10-27
CN104023701B (en) 2017-04-26
BR112013025121B1 (en) 2018-04-24
EP2694024A1 (en) 2014-02-12
KR20190092575A (en) 2019-08-07
FR2973227A1 (en) 2012-10-05
KR102129242B1 (en) 2020-07-02
JP2014509626A (en) 2014-04-21
PL2694024T3 (en) 2016-11-30
RU2589827C2 (en) 2016-07-10
BR112013025121A2 (en) 2016-08-16

Similar Documents

Publication Publication Date Title
CN104023701B (en) Cosmetic Composition Comprising 4-(3-Ethoxy-4-Hydroxyphenyl)-2-Butanone
CN104010620B (en) Cosmetic composition containing 4 (hydroxy phenyl of 3 ethyoxyl 4) 2 butanone and lipophilic solvent
CN111615379B (en) Cosmetic composition comprising particles containing high content of ceramide and method for producing same
EP2392314B1 (en) Oily hair cosmetic
JP6332969B2 (en) Cosmetic composition comprising a cucurbic acid compound and a hydrophobic inulin
CN102946850A (en) Skin improving dermo-cosmetics
CN103108675A (en) A high humectant high internal phase emulsion
JP2015189723A (en) Ceramide-containing external preparation composition
JPWO2019138739A1 (en) Gel-like composition and method for producing the same
JP4040933B2 (en) Hair cosmetic composition
JP2005281135A (en) Skin care preparation for external use
JP2015127323A (en) Water-in-oil type emulsified composition retaining liquid crystal structure in aqueous phase, and cosmetic or external preparation for skin containing the same
JP6301611B2 (en) Composition for cosmetics
JP2741143B2 (en) External preparation for skin
JP4754671B2 (en) Cosmetics
JP2000229811A (en) Skin lotion
JP3457825B2 (en) Cosmetics
TW202317091A (en) Water-in-oil composition for external use containing ascorbic acid and/or salt thereof
JPH08310935A (en) Cosmetic
JP2021505563A (en) Cosmetic composition containing silicone elastomer and emollient
CN114191338A (en) Acid-in-oil stable sustained-release inclusion type cream and preparation method thereof
JPH08310934A (en) Cosmetic
PL233863B1 (en) Cosmetic composition and cosmetic preparation for external use
JP2013129721A (en) Novel silicone derivative

Legal Events

Date Code Title Description
C06 Publication
PB01 Publication
C10 Entry into substantive examination
SE01 Entry into force of request for substantive examination
GR01 Patent grant
GR01 Patent grant